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$86+ Cheap flights from Jacksonville (JAX) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Jacksonville to Caribbean

Keep the following information in mind while searching for Jacksonville to Caribbean flight deals. Data was last updated September 16, 2025.

Round-trip from

$191
(Kiwi.com)

One-way from

$86
(Cheapflightsfares)

Popular in

October

Cheapest in

August

Average price

$365

Good round-trip deal

$464 or less

Good one-way deal

$140 or less
From Jacksonville to Caribbean
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One-way flight from Jacksonville to Caribbean
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Highest demand for flights based on searches. 15% potential increase in price ($56 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Jacksonville to Caribbean.
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Price to beat on a one-way flight from Jacksonville to Caribbean.
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Find flight deals from Jacksonville to Caribbean

Cheapest flights from Jacksonville to Caribbean
Explore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/49:45 amJAX - SJU
Nonstop3h 02mFrontier
Sun 12/76:15 amSJU - JAX
Nonstop3h 35mFrontier
Deal found 9/14$191
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:00 amJAX - SJU
1 stop10h 52mAmerican Airlines
Wed 12/102:50 pmSJU - JAX
1 stop5h 20mAmerican Airlines
Deal found 9/14$273
This JetBlue deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/137:15 pmJAX - SJU
1 stop7h 33mJetBlue
Tue 11/188:05 amSJU - JAX
1 stop11h 14mJetBlue
Deal found 9/14$274
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/246:00 amJAX - SJU
1 stop6h 47mAmerican Airlines
Wed 10/84:45 pmSJU - JAX
1 stop6h 12mAmerican Airlines
Deal found 9/14$276
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/25:08 pmJAX - SJU
1 stop21h 11mFrontier
Sat 11/84:14 pmSJU - JAX
1 stop25h 09mFrontier
Deal found 9/14$277
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/246:00 amJAX - SJU
1 stop12h 14mAmerican Airlines
Mon 9/297:05 pmSJU - JAX
2 stops15h 15mAmerican Airlines
Deal found 9/15$279
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1512:54 pmJAX - SJU
1 stop9h 16mAmerican Airlines
Wed 10/221:35 pmSJU - JAX
1 stop10h 24mAmerican Airlines
Deal found 9/15$280
This JetBlue deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/267:04 amJAX - PUJ
1 stop7h 31mJetBlue
Sun 11/21:00 pmPUJ - JAX
1 stop8h 39mJetBlue
Deal found 9/15$366
This Expedia deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/245:12 pmJAX - PUJ
1 stop22h 26mJetBlue
Fri 10/3111:56 amPUJ - JAX
1 stop21h 38mJetBlue
Deal found 9/14$382
This lastminute.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/126:35 amJAX - NAS
1 stop7h 30mJetBlue
Sat 10/183:10 pmNAS - JAX
1 stop8h 06mJetBlue
Deal found 9/15$391
This Priceline deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:33 pmJAX - PUJ
1 stop19h 30mJetBlue
Mon 12/84:24 pmPUJ - JAX
1 stop18h 10mJetBlue
Deal found 9/14$405
This Mytrip deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/99:51 amJAX - STT
3 stops28h 20mMultiple Airlines
Wed 11/121:33 pmSTT - JAX
2 stops20h 13mMultiple Airlines
Deal found 9/16$409

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jacksonville to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 16, 2025.
Use the filters below to find and compare flights from Jacksonville to Caribbean that are best for you.

Fly from

Jacksonville

Fly to

Caribbean

Route

Depart

Return

Price

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Thu 11/13

7:15 pm-3:48 am

1 stop7h 33m

San Juan Luis Munoz Marin Intl

Tue 11/18

8:05 am-6:19 pm

1 stop11h 14m

$274

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Tue 9/23

11:10 am-10:30 pm

1 stop11h 20m

San Juan Luis Munoz Marin Intl

Fri 9/26

5:50 am-6:40 pm

1 stop12h 50m

$309

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Tue 11/18

11:50 am-11:20 pm

1 stop10h 30m

San Juan Luis Munoz Marin Intl

Tue 11/25

6:35 am-6:10 pm

1 stop12h 35m

$329

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Fri 10/31

6:45 am-4:25 pm

2 stops9h 40m

San Juan Luis Munoz Marin Intl

Wed 11/5

5:45 am-3:20 pm

2 stops10h 35m

$329

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 10/1

3:25 pm-6:15 pm

1 stop26h 50m

San Juan Luis Munoz Marin Intl

Wed 10/8

4:45 pm-8:55 am

1 stop16h 10m

$334

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Thu 11/13

7:15 pm-3:48 am

1 stop7h 33m

San Juan Luis Munoz Marin Intl

Mon 11/17

8:05 am-6:19 pm

1 stop11h 14m

$336

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Thu 12/4

6:33 pm-3:48 am

1 stop8h 15m

San Juan Luis Munoz Marin Intl

Mon 12/8

10:00 am-5:38 pm

1 stop8h 38m

$336

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 11/19

10:24 am-3:48 am

1 stop16h 24m

San Juan Luis Munoz Marin Intl

Sat 11/22

2:00 am-12:42 am

1 stop23h 42m

$339

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 9/29

6:35 am-2:56 pm

1 stop8h 21m

San Juan Luis Munoz Marin Intl

Thu 10/2

3:03 am-10:40 am

1 stop7h 37m

$351

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Tue 9/30

6:35 am-4:43 pm

1 stop10h 08m

San Juan Luis Munoz Marin Intl

Fri 10/3

3:03 am-10:40 am

1 stop7h 37m

$356

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 60 results
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Best time to book a flight from Jacksonville to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Jacksonville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Jacksonville to Caribbean

What is the cheapest month to book a flight from Jacksonville to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $254). Flying from Jacksonville to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from JAX to CB?

Find hourly flight availability from Jacksonville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Jacksonville to Caribbean as you normally would.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated September 16, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Jacksonville to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,957 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,914 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,174 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Crew

8.6

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Jacksonville to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Jacksonville to Caribbean?

    Jacksonville (JAX) is the airport you will fly out of if you book a flight from Jacksonville to Caribbean. It is only a 11.2 mi journey to Jacksonville (JAX) from Jacksonville’s city center.

  • How long is the flight from Jacksonville to Caribbean?

    A quick flight from Jacksonville to Caribbean can take about 7h 33m. JetBlue provides one of the quickest options available for as low as $274. The distance from Jacksonville to Caribbean is about 1287 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Jacksonville to Caribbean one-way?

    The cheapest airlines for a one-way flight from Jacksonville to Caribbean are Frontier ($86), Delta ($137), and Southwest ($137).

  • What are the most popular routes from Jacksonville to Caribbean?

    When deciding which route to take from Jacksonville to Caribbean consider Jacksonville - San Juan Luis Munoz Marin Intl, Jacksonville - Montego Bay Sangster Intl or Jacksonville - Saint Thomas Island Cyril E King as they are the most popular.

  • What are the cheapest flights from Jacksonville to Caribbean?

    While on average a flight from Jacksonville to Caribbean is generally $319, our data shows the cheapest flight currently is $136. When looking at the most popular route, (Jacksonville - San Juan Luis Munoz Marin Intl), you can expect to pay $273 for that flight.

  • Can I find deals for flights from Jacksonville to Caribbean that include hotel bookings?

    Yes. In addition to deals on Jacksonville to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jacksonville to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jacksonville to Caribbean.

  • Can I find deals for business class flights from Jacksonville to Caribbean?

    Yes. Cheapflights offers flight deals from Jacksonville to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jacksonville to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $254). Flying from Jacksonville to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Jacksonville to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Jacksonville to Caribbean

Discover the top 6 airlines that operate flights from Jacksonville to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$114Average$317FlexibilityNo cancel feeOn-time62%
DeltaCheapest$132Average$522FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$217Average$363FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$251Average$562FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$273Average$371FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$459Average$459FlexibilityNo cancel feeOn-time69%

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